52949-66-3

Upstream product

• 100-52-7 benzaldehyde 
• 122744-71-2 trans-Dihydro-3-phenyl-5-(phenylmethyl)-6-heptyl-1,2,4,5-trioxazine 
• 100-51-6 benzyl alcohol 
• 40776-11-2 C₁₂H₁₀⁽²⁾HNO₂ 
• 40776-10-1 2-(α-deuteriobenzyloxy)pyridine 1-oxide 
• 111-43-3 Dipropyl ether 
• 82736-93-4 α-deuterated benzaldehyde dimethyl acetal 
• 21175-64-4 1,1-dideuteriophenylmethanol 
• 93-58-3 benzoic acid methyl ester 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 61637-11-4 (2E)-1-phenyl-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-one 
• 72552-76-2 α-Heptyl-N-benzylnitrone 
• 3592-47-0 Benzaldehyde-d 
• 120992-49-6 ethyl-(α,α-dideuterio-benzyl)-ether 

Downstream Products

• 79449-94-8 (chloromethyl-d)benzene 
• 109533-90-6 4-nitro-benzoic acid-(α-deuterio-benzyl ester) 
• 137944-28-6 C₁₅H₂₂⁽²⁾HN₂OP 
• 88261-64-7 exo-3,4,6-tri-O-acetyl-1,2-O-(1-benzyloxy-α-d-ethylidene)-β-D-mannopyranose 
• 4181-91-3 (R)-(-)-benzyl-α-d chloride 
• 51348-69-7 (S)-α-deuteriobenzyl chloride 
• 66343-88-2 racemic benzyl-α-d₁ bromide 
• 3592-47-0 Benzaldehyde-d 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

PH-Dependent isotope exchange and hydrogenation catalysed by water-soluble NiRu complexes as functional models for [NiFe]hydrogenases

The pH-dependent hydrogen isotope exchange reaction between gaseous isotopes and medium isotopes and hydrogenation of the carbonyl compounds have been investigated with water-soluble bis(μ-thiolate)(μ-hydride)NiRu complexes, NiII(μ-SR)2(μ-H)RuII {(μ-SR)2 = N,N′-dimethyl-N,N′-bis(2-mercaptoethyl)-1, 3-propanediamine}, as functional models for [NiFe]hydrogenases. In acidic media (at pH 4-6), the μ-H ligand of the NiII(μ-SR) 2(μ-H)RuII complexes has H+ properties, and the complexes catalyse the hydrogen isotope exchange reaction between gaseous isotopes and medium isotopes. A mechanism of the hydrogen isotope exchange reaction between gaseous isotopes and medium isotopes through a low-valent NiI(μ-SR)2RuI complex is proposed. In contrast, in neutral-basic media (at pH 7-10), the μ-H ligand of the Ni II(μ-SR)2(μ-H)RuII complexes acts as H-, and the complexes catalyse the hydrogenation of carbonyl compounds.

Controlling Selectivity in the Synthesis of Z-α,β-Unsaturated Amidines by Tuning the N-Sulfonyl Group in a Rhodium(II) Catalyzed 1,2-H Shift

N2-Sulfonyl-α-diazo amidines can be synthesized by the reaction of electron rich alkynyl amines with electron poor sulfonyl azides through 1,3-dipolar cycloaddition that proceeds with perfect regioselectivity. In the presence of rhodium(II) carboxylate catalysts, denitrogenation occurs to give the corresponding metallocarbene but there are then two competing processes: 1,2–H shift and O-transfer from the sulfonyl group to the metallocarbene center. The outcome can be controlled using an electron poor nitrobenzenesulfonyl group and large carboxylate rhodium ligands to select for 1,2–H shift, forming α,β-unsaturated amidines in high yield and with excellent Z-selectivity.

Imidazopyrazinone compound as well as preparation method and application thereof

The invention provides an imidazopyrazinone compound as well as a preparation method and application thereof. The imidazopyrazinone compound structure has the structure shown I, and R. 1 Is phenyl. R2 In the benzyl group, and the compound has at least one D substituent, the D substituent is at R. 1 And/or R2 . The compound has excellent luminescence performance, can be used as a substrate of NanoLuc luminescent system, and is applied to detection and drug detection of luciferase.

An Iron-Mesoionic Carbene Complex for Catalytic Intramolecular C-H Amination Utilizing Organic Azides

The synthesis of N-heterocycles is of paramount importance for the pharmaceutical industry. They are often synthesized through atom economic and environmentally unfriendly methods, generating significant waste. A less explored, but greener, alternative is

Aryl-Nickel-Catalyzed Benzylic Dehydrogenation of Electron-Deficient Heteroarenes

This manuscript describes the first practical benzylic dehydrogenation of electron-deficient heteroarenes, including pyridines, pyrazines, pyrimidines, pyridazines, and triazines. This transformation allows for the efficient benzylic oxidation of heteroarenes to afford heterocyclic styrenes by the action of nickel catalysis paired with an unconventional bromothiophene oxidant.

Frustrated Lewis pairs: A real alternative to deuteride/tritide reductions

Deuterium- and tritium-labeled compounds play a principal role in tracing of biologically active molecules in complicated biochemical systems. The state-of-the-art techniques using noble metal catalysts or strong reducing agents often suffers from low fun

Catalytic C-H Amination Mediated by Dipyrrin Cobalt Imidos

Reduction of (ArL)CoIIBr (ArL = 5-mesityl-1,9-(2,4,6-Ph3C6H2)dipyrrin) with potassium graphite afforded the novel CoI synthon (ArL)CoI. Treatment of (ArL)CoI with a stoichiometric amount of various alkyl azides (N3R) furnished three-coordinate CoIII alkyl imidos (ArL)Co(NR), as confirmed by single-crystal X-ray diffraction (R: CMe2Bu, CMe2(CH2)2CHMe2). The exclusive formation of four-coordinate cobalt tetrazido complexes (ArL)Co(κ2-N4R2) was observed upon addition of excess azide, inhibiting any subsequent C-H amination. However, when a weak C-H bond is appended to the imido moiety, as in the case of (4-azido-4-methylpentyl)benzene, intramolecular C-H amination kinetically outcompetes formation of the corresponding tetrazene species to generate 2,2-dimethyl-5-phenylpyrrolidine in a catalytic fashion without requiring product sequestration. The imido (ArL)Co(NAd) exists in equilibrium in the presence of pyridine with a four-coordinate cobalt imido (ArL)Co(NAd)(py) (Ka = 8.04 M-1), as determined by 1H NMR titration experiments. Kinetic studies revealed that pyridine binding slows down the formation of the tetrazido complex by blocking azide coordination to the CoIII imido. Further, (ArL)Co(NR)(py) displays enhanced C-H amination reactivity compared to that of the pyridine-free complex, enabling higher catalytic turnover numbers under milder conditions. The mechanism of C-H amination was probed via kinetic isotope effect experiments [kH/kD = 10.2(9)] and initial rate analysis with para-substituted azides, suggesting a two-step radical pathway. Lastly, the enhanced reactivity of (ArL)Co(NR)(py) can be correlated to a higher spin-state population, resulting in a decreased crystal field due to a geometry change upon pyridine coordination.

Transition-metal-free synthesis of polysubstituted pyrrole derivatives via cyclization of methyl isocyanoacetate with aurone analogues

Presented herein is an unprecedented transition-metal-free cyclization of methyl isocyanoacetate with aurone analogues catalyzed by NaOH. Various 2,3,4-trisubstituted pyrroles were obtained in excellent yields (up to 99%). The high efficiency of this synthetic procedure, coupled with the operational simplicity and atom economy, makes it an attractive method for the synthesis of polysubstituted pyrroles.

Iron/ABNO-Catalyzed Aerobic Oxidation of Alcohols to Aldehydes and Ketones under Ambient Atmosphere

We report a new Fe(NO3)3·9H2O/9-azabicyclo[3.3.1]nonan-N-oxyl catalyst system that enables efficient aerobic oxidation of a broad range of primary and secondary alcohols to the corresponding aldehydes and ketones at room temperature with ambient air as the oxidant. The catalyst system exhibits excellent activity and selectivity for primary aliphatic alcohol oxidation. This procedure can also be scaled up. Kinetic analysis demonstrates that C-H bond cleavage is the rate-determining step and that cationic species are involved in the reaction.

Transition-Metal-Free Self-Hydrogen-Transferring Allylic Isomerization

Phenanthroline and tert-butoxide have been established as powerful radical initiators in reactions such as the SRN1-type coupling reactions due to the cooperation of large heteroarenes and a special feature of tert-butoxide. The first phenanthroline-tert-butoxide-catalyzed transition-metal-free allylic isomerization is described. The resulting ketones are key intermediates for indenes. The control experiments rule out the base-promoted allylic anion pathway. The radical pathway is supported by experimental evidence that includes kinetic study, kinetic isotope effect, isotope-labeling experiments, trapping experiments, and EPR experiments.